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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750069Generated: November 2, 2026

Water → N-(6-Chloropyridin-2-yl)-2,2-dimethylpropanamide

https://huagongshe.com/reaction/1750069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPivaloyl chlorideHCID 62493—
Reactant2-Amino-6-chloropyridineHCID 206246—
SolventDichloromethaneHCID 6344—
ProductN-(6-Chloropyridin-2-yl)-2,2-dimethylpropanamideHCID 1315424881%

Reaction Steps

Pivaloyl chloride (18.7 mL, 151.6 mmol) was slowly added to an ice-cooled solution of 6-chloropyridin-2-amine (15 g, 116.7 mmol) and triethylamine (24.25 mL, 124.96 mmol) in DCM (180 mL). The mixture was stirred in an ice-bath for 15 min and then at rt for 6 h. The mixture was poured into water. The organic layer was washed with saturated aq NaHCO3, brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give N-(6-chloropyridin-2-yl)pivalamide (intermediate 5) (20.01 g, 81%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-7b5b8afc7ec04369881912613fb7c6f8
Source noteuspto-grants-2015_10